3-Nitro-4-hydroxytoluene

Phenol is liable to undergo extensive oxidation during nitration so that carefully controlled conditions are required it forms 40% o- and 13% p-nitrophenolA solvent like chloroform or acetic acid is recommended. The nitration of p-cresol is carried out in benzene and acetic acid solution at 0°, the product being 3-nitro-4-hydroxytoluene (77%). The nitration of ra-cresol is discussed under method 491. Benzene is oxidized and nitrated (oxynitration) to 2,4-dinitrophenoI (72%) or to picric acid (2,4,6-trinitrophenol) by the action of mercuric nitrate in nitric acid. Aromatic alcohols like / -phenylethanol are nitrated as the esters to avoid oxidation products... 

Figure 4. Proposed mechanisms for the generation of a reactive intermediate by sulfation from 2-amino-6-nitro-hydroxytoluene, a metabolite of 2,6-dlnltrotoluene.

Dihydroxydimethyldiazoaminobenzene or Di(hydroxytoluene triazerie, Its tetra-nitro deriv ... 

SYNONYMS antinonin, arborol, detal, dillex, dinitro-o-cresol (3,5), DNOC, effusan, el-getol, extrar, nitro-fan, selinon, sinox, winterwash, 2-methyl-4,6-dintrophenol, 3,5-dinitro-2-hydroxytoluene... 

Abell et al. synthesized the Unker within a four-step synthetic route in overall 47% yield. Starting with 2-nitro-5-hydroxytoluene, benzylation of the... 

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